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Compound Detail

CHEMBL494952

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COc1ccc2nc3cc(Cl)ccc3c(NCCN)c2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL494952
Phase Preclinical
Structure Type MOL
InChI Key BBHBBFNAIGRZEZ-UHFFFAOYSA-N
7
Targets
11
Activities
1
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

301.8
MW (Da)
3.42
ALogP
4
HBA
2
HBD
60.2
PSA (Ų)
0.72
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H16ClN3O
MW 301.78
Aromatic Rings 3
Heavy Atoms 21
NP-Likeness -0.86

Activity Summary

IC50 11 meas. best 7.86

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 7.86 7.475 13.9 4
CHO
CHEMBL613853
 IC50 6.0 6.0 1000.0 1
Leishmania major
CHEMBL612879
 IC50 5.68 5.68 2070.0 1
Leishmania donovani
CHEMBL367
 IC50 5.65 5.6 2260.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.18 5.18 6570.0 1
MDA-MB-231
CHEMBL400
 IC50 5.09 5.09 8120.0 1
HL-60
CHEMBL383
 IC50 4.9 4.9 12500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 13.9 nM 7.86 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum NF54... 32987134
Plasmodium falciparum IC50 = 13.9 nM 7.86 Antiplasmodial activity against Plasmodium falciparum NF54 33989911
Plasmodium falciparum IC50 = 80.7 nM 7.09 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum Dd2 ... 32987134
Plasmodium falciparum IC50 = 80.7 nM 7.09 Antiplasmodial activity against Plasmodium falciparum DD2 33989911
CHO IC50 = 1000.0 nM 6.0 Cytotoxicity against CHO cells assessed as reduction in cell viability by MTT as... 32987134
Leishmania major IC50 = 2070.0 nM 5.68 Antileishmanial activity against Leishmania major IR-173 promastigotes assessed ... 32987134
Leishmania donovani IC50 = 2260.0 nM 5.65 Antileishmanial activity against Leishmania donovani 1S promastigotes assessed a... 32987134
Leishmania donovani IC50 = 2810.0 nM 5.55 Antileishmanial activity against Leishmania donovani 9515 promastigotes assessed... 32987134
NON-PROTEIN TARGET IC50 = 6570.0 nM 5.18 Cytotoxicity against human HT29-AK cells after 72 hrs by MTT assay 19249201
MDA-MB-231 IC50 = 8120.0 nM 5.09 Cytotoxicity against human MDA-MB-231 cells after 72 hrs by MTT assay 19249201
HL-60 IC50 = 12500.0 nM 4.9 Cytotoxicity against human HL60 cells after 72 hrs by MTT assay 19249201

Literature References

PubMed DOI Target Context # Activities
19249201 10.1016/j.bmcl.2009.02.028 Nucleic Acid 3
32987134 10.1016/j.bmcl.2020.127581 Unchecked 3
19249201 10.1016/j.bmcl.2009.02.028 Calf thymus DNA 2
32987134 10.1016/j.bmcl.2020.127581 Plasmodium falciparum 2
32987134 10.1016/j.bmcl.2020.127581 Leishmania donovani 2
33989911 10.1016/j.ejmech.2021.113408 Plasmodium falciparum 2
19249201 10.1016/j.bmcl.2009.02.028 HL-60 1
19249201 10.1016/j.bmcl.2009.02.028 NON-PROTEIN TARGET 1
19249201 10.1016/j.bmcl.2009.02.028 MDA-MB-231 1
19249201 10.1016/j.bmcl.2009.02.028 MCF7 1
32987134 10.1016/j.bmcl.2020.127581 CHO 1
32987134 10.1016/j.bmcl.2020.127581 Leishmania major 1

Data from ChEMBL 36 via Core Engine